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Colorado Springs

$133+ Cheap flights from Caribbean to Colorado Springs (COS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — COS
Nov 23 — Nov 301
Sun 11/23
Sun 11/30
1 adult, Economy
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Find flight deals from Caribbean to Colorado Springs

Cheapest flights from Caribbean to Colorado Springs
Explore the most affordable flight options available from Caribbean to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2025.

This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:40 amSJU - COS
2 stops12h 55mSouthwest
Wed 12/1011:50 amCOS - SJU
2 stops9h 45mSouthwest
Deal found 10/22$320
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:00 amSJU - COS
2 stops17h 30mAmerican Airlines
Mon 12/1512:45 pmCOS - SJU
2 stops18h 24mAmerican Airlines
Deal found 10/22$346
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 amSJU - COS
1 stop13h 35mAmerican Airlines
Wed 12/1012:45 pmCOS - SJU
2 stops20h 14mAmerican Airlines
Deal found 10/22$347
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:42 pmSJU - COS
2 stops18h 05mAmerican Airlines
Mon 12/84:59 pmCOS - SJU
2 stops14h 10mAmerican Airlines
Deal found 10/22$388
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:42 pmSJU - COS
2 stops18h 05mAmerican Airlines
Sat 12/612:38 pmCOS - SJU
2 stops18h 31mAmerican Airlines
Deal found 10/22$453
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:42 pmSJU - COS
2 stops18h 05mAmerican Airlines
Sun 12/74:34 pmCOS - SJU
2 stops14h 35mAmerican Airlines
Deal found 10/22$463
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:40 amSJU - COS
2 stops12h 55mSouthwest
Tue 12/3012:45 pmCOS - SJU
1 stop9h 40mSouthwest
Deal found 10/23$484
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:24 amSJU - COS
2 stops13h 30mAmerican Airlines
Thu 1/16:00 amCOS - SJU
1 stop14h 22mAmerican Airlines
Deal found 10/22$496
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 pmKIN - COS
2 stops19h 52mAmerican Airlines
Wed 12/316:00 amCOS - KIN
2 stops14h 51mAmerican Airlines
Deal found 10/23$540
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 pmKIN - COS
2 stops19h 47mAmerican Airlines
Sun 1/44:46 pmCOS - KIN
2 stops20h 02mAmerican Airlines
Deal found 10/23$576
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:00 amSDQ - COS
2 stops15h 06mAmerican Airlines
Sat 11/224:37 pmCOS - SDQ
2 stops21h 31mAmerican Airlines
Deal found 10/22$667
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:25 amKIN - COS
2 stops19h 22mAmerican Airlines
Sat 1/34:46 pmCOS - KIN
2 stops20h 02mAmerican Airlines
Deal found 10/23$776

Cheap flight deals from Caribbean to Colorado Springs

Keep the following information in mind while searching for Caribbean to Colorado Springs flight deals. Data was last updated October 24, 2025.

Round-trip from

$265
(Southwest)

One-way from

$133
(Southwest)

Popular in

May

Cheapest in

February

Average price

$418
From Caribbean to Colorado Springs
Search Deals
One-way flight from Caribbean to Colorado Springs
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Colorado Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 24, 2025.
Use the filters below to find and compare flights from Caribbean to Colorado Springs that are best for you.

Fly from

Caribbean

Fly to

Colorado Springs

Route

Depart

Return

Price

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 1/16

5:51 pm-9:51 am

2 stops19h 00m

Colorado Springs

Tue 1/20

3:17 pm-10:48 am

2 stops16h 31m

$265

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 1/16

5:35 am-3:40 pm

2 stops13h 05m

Colorado Springs

Sun 1/18

5:50 pm-10:30 am

2 stops13h 40m

$315

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 1/30

7:00 am-5:41 pm

1 stop13h 41m

Colorado Springs

Sun 2/1

1:06 pm-10:48 am

2 stops18h 42m

$339

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 12/5

7:00 am-5:35 pm

1 stop13h 35m

Colorado Springs

Wed 12/10

12:45 pm-11:59 am

2 stops20h 14m

$347

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Thu 1/29

2:05 am-2:34 pm

2 stops15h 29m

Colorado Springs

Sun 2/1

7:00 am-6:25 pm

1 stop8h 25m

$427

KingstonColorado Springs

KIN - COS

KINCOS

Kingston Norman Manley

Tue 12/23

6:00 pm-11:47 am

2 stops19h 47m

Colorado Springs

Wed 12/31

6:00 am-10:51 pm

2 stops14h 51m

$540

KingstonColorado Springs

KIN - COS

KINCOS

Kingston Norman Manley

Tue 12/23

6:00 pm-11:47 am

2 stops19h 47m

Colorado Springs

Sun 1/4

4:46 pm-2:48 pm

2 stops20h 02m

$576

Santo DomingoColorado Springs

SDQ - COS

SDQCOS

Santo Domingo Las Americas

Tue 11/18

6:00 am-6:06 pm

2 stops15h 06m

Colorado Springs

Sat 11/22

4:37 pm-5:08 pm

2 stops21h 31m

$667

KingstonColorado Springs

KIN - COS

KINCOS

Kingston Norman Manley

Fri 3/27

9:00 am-9:25 pm

1 stop13h 25m

Colorado Springs

Tue 3/31

6:00 am-8:00 pm

1 stop13h 00m

$742

KingstonColorado Springs

KIN - COS

KINCOS

Kingston Norman Manley

Fri 3/27

2:50 pm-9:06 am

2 stops19h 16m

Colorado Springs

Tue 3/31

5:08 pm-1:05 pm

2 stops18h 57m

$856

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 23 results
1
2
3

Best time to book a flight from Caribbean to Colorado Springs

Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Colorado Springs

What is the cheapest month to book a flight from Caribbean to Colorado Springs?

Currently, January is the cheapest month in which you can book a flight from Caribbean to Colorado Springs (average of $129). Flying from Caribbean to Colorado Springs in May is currently the most expensive (average of $267). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CB to COS?

Find hourly flight availability from Caribbean to Colorado Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 24, 2025.

One of the essential ways to save on airfare from Caribbean to Colorado Springs is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 20% on airfare.

Reviews of airlines servicing Colorado Springs

Get insights into the airlines that provide service to Colorado Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Colorado Springs. Reviews last updated October 24, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Caribbean to Colorado Springs by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,982 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,995 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Colorado Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Colorado Springs from Caribbean?

    If you book a flight to Colorado Springs from Caribbean, you will be flying to Colorado Springs, which is the city’s only airport. Colorado Springs (COS) is located 6.7 mi from the center of Colorado Springs.

  • How long is the flight from Caribbean to Colorado Springs?

    Departing from Caribbean to Colorado Springs will take you 13h 05m. There are 2705 mi between Caribbean and Colorado Springs. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean to Colorado Springs one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $133. Users have also found prices from $136 and $297 on American Airlines and United Airlines, respectively.

  • What are the most popular routes from Caribbean to Colorado Springs?

    Most travelers choose San Juan Luis Munoz Marin Intl - Colorado Springs, Kingston Norman Manley - Colorado Springs or Santo Domingo Las Americas - Colorado Springs when deciding on the best route from Caribbean to Colorado Springs.

  • Can I find deals for flights from Caribbean to Colorado Springs that include hotel bookings?

    Yes. In addition to deals on Caribbean to Colorado Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Colorado Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Colorado Springs.

  • Can I find deals for business class flights from Caribbean to Colorado Springs?

    Yes. Cheapflights offers flight deals from Caribbean to Colorado Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Colorado Springs?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Colorado Springs (average of $129). Flying from Caribbean to Colorado Springs in May is currently the most expensive (average of $267). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs if you plan to visit one of these locations
Cañon City

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Caribbean to Colorado Springs

Discover the top 4 airlines that operate flights from Caribbean to Colorado Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$318Average$515FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$320Average$544FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$350Average$504FlexibilityNo cancel feeOn-time71%
DeltaCheapest$383Average$467FlexibilityNo cancel feeOn-timeN/A

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